Benzenesulfonyl chloride → Benzenesulfonamide, N-(3,3-bis(4-methoxyphenyl)-2-propenyl)-

HRID 1031640Notes

Reaction equation

HRID 1031640 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=2)=[CH:10][CH2:11][NH2:12])=[CH:5][CH:4]=1.[C:21]1([S:27](Cl)(=[O:29])=[O:28])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>N1C=CC=CC=1.C(OCC)(=O)C>[CH3:20][O:19][C:16]1[CH:15]=[CH:14][C:13]([C:9]([C:6]2[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=2)=[CH:10][CH2:11][NH:12][S:27]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)(=[O:29])=[O:28])=[CH:18][CH:17]=1

Participants

5

Reactant 2

HCID 7369Benzenesulfonyl chlorideHCID 15670929HCID 15670929, compound

Product 1

HCID 3087667Benzenesulfonamide, N-(3,3-bis(4-methoxyphenyl)-2-propenyl)-Yield 88%

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 8857Ethyl AcetateSolvent

Procedure

2.69 g of 3,3-bis-(4-methoxyphenyl)allylamine was dissolved in 5 ml of pyridine. To the obtained solution, 1.9 g of benzenesulfonyl chloride was added under icecooling and the mixture was stirred for five hours. After the completion of the reaction, the reaction mixture was dissolved in ethyl acetate and washed with 5% hydrochloric acid and a saturated saline solution successively. The crude product thus obtained was purified by silica gel chromatography in a conventional manner. Thus 3.6 g of the title compound was obtained in the form of a colorless oily product.

Workup

  1. customAfter the completion of the reaction
  2. washwashed with 5% hydrochloric acid
  3. customThe crude product thus obtained
  4. customwas purified by silica gel chromatography in a conventional manner

Sources & evidence

ORD record
ord-858d1f1e920147eaaa41fe9adbb02eae
Source dataset
uspto-grants-1990_09
Patent number
US04954523

Reaction notes

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